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What will happen if LiAlH(4) is added to...

What will happen if `LiAlH_(4)` is added to an ester `:`

A

Two units of alcohol are obtained

B

One unit of alchol and one unit of acid is obtained

C

Two units of acids are obtained

D

None of these

Text Solution

AI Generated Solution

The correct Answer is:
To determine what happens when lithium aluminum hydride (LiAlH₄) is added to an ester, we can break down the reaction into several steps. ### Step-by-Step Solution: 1. **Identify the Reactants**: - We start with an ester, which has the general structure RCOOR', where R and R' are hydrocarbon chains or groups. 2. **Understanding LiAlH₄**: - LiAlH₄ is a strong reducing agent. It can donate hydride ions (H⁻) to other molecules, facilitating the reduction process. 3. **First Step of Reaction**: - When LiAlH₄ is added to the ester, the hydride ion attacks the carbonyl carbon (C=O) of the ester. This forms a tetrahedral intermediate. - The double bond between carbon and oxygen shifts, resulting in the formation of an alkoxide ion (RCO⁻OEt) and a lithium ion (Li⁺). 4. **Leaving Group Departure**: - The alkoxide ion can now expel the leaving group (R'O⁻), which is typically an alcohol (R'OH). This results in the formation of an aldehyde (RCHO). 5. **Second Step of Reaction**: - The aldehyde formed can undergo further reduction. Another hydride ion from LiAlH₄ attacks the carbonyl carbon of the aldehyde, forming another tetrahedral intermediate. 6. **Final Product Formation**: - This intermediate then collapses, leading to the formation of a primary alcohol (RCH₂OH) after the workup step, which typically involves protonation (addition of H⁺) to neutralize the alkoxide. 7. **Overall Reaction**: - The overall result of adding LiAlH₄ to an ester is the formation of two moles of alcohol: one from the ester and one from the aldehyde. ### Final Products: - The final products of the reaction are two molecules of alcohol (one primary alcohol from the aldehyde and one from the original ester). ### Summary: When LiAlH₄ is added to an ester, it reduces the ester to yield two molecules of alcohol. ---
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